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Easy, you keep a list of expenses! Set up an excel spreadsheet and track expenses as you go along.

IP payments would come out the offset. This should be attached to a PPOR loan rather than an investment loan as you will save tax.

Better to have all rents etc paid into a 100% offset account attached to your home loan as this would save you more non deductible interest.

Best not to use your cash for the next one as that will mean more non deductible interest when you buy your PPOR. Set up a LOC on the first one if enough equity. If not then consider some strategies to use your own money with affecting the deductibility later.